Escorting Jessica

by Pulkinen, Carrie

  “Oh, I don’t know.” Was she really considering it? She took a deep breath to calm her nerves. Why not? She could always throw out the safe word if she changed her mind in the middle of it.

  “But, what if I see the guys around town? It would be so awkward.”

  “Nah. You’ll be blindfolded. They’re mostly college students. A few older men. You’ll have no idea who they are. It’s part of the fun.”

  His wicked smile caused wetness to form between her thighs. She bit her bottom lip. Should she do it? Her hand trembled as she reached for her glass. Damn. It was empty.

  “Okay, I’ll do it.”

  “Really?” Surprise flickered in his eyes.

  “Yes. Now let’s stop talking about it before I change my mind.”

  His grin widened into a full-blown smile. “Okay. I’ll email you the paperwork as soon as I get back to the office. Start thinking about a good time to do it.”

  “The sooner the better, or I might chicken out.”

  “Well, then. I’d better get back to the office.” He slipped some cash into the ticket folder, pushed from the table, and rose to his feet. Glancing at his watch, he held out his hand to her. “I really do need to get to work. Shall we?”

  She took his hand and let him lead her out of the restaurant. Once outside, he stopped by the door and put both hands on her hips, pulling her toward him. Before she could react, his lips met hers in a gentle, yet purposeful kiss. Stunned at first, she leaned into the kiss, parting her lips slightly as his tongue teased them. The taste of him sent electricity shooting through her center, straight to her throbbing clit.

  When he broke the kiss, he laced his fingers through hers and squeezed. “Thank you for having lunch with me. I’ll get you that information as soon as possible.”

  “I’ll be waiting.”

  He brushed the back of his hand across her cheek before he turned and walked away.

  Chapter Five

  Trevor put his hand on his knee to still his bouncing leg. It had only been half an hour since he’d sent Jessica the lengthy paperwork for her appointment, but the fear of her backing out had his stomach tied in knots.

  He shouldn’t have kissed her. She seemed okay with the proposition when he’d presented it as a business venture. But now she knew he wanted her for more than a business partner. Would she back out because of that?

  But, oh, the kiss was amazing. Her lips were soft. And when she opened her mouth to let him inside, fire coursed through his veins. She seemed to feel it, too. Did she enjoy the sensation of his swollen cock pressed against her middle like he savored her ample tits pressed into his chest?

  She was right about one thing. He would definitely get off on watching her get fucked. He had sworn he’d never touch a client, and he intended to keep that promise. Hopefully, he’d be able to control himself—until it became personal.

  Besides, Jessica would be blindfolded. When he made love to her for the first time, he wanted her to know it was him.

  Couldn’t she fill out those forms any faster?

  He’d been thrilled when he got back to the office to find that the client who was supposed to be serviced that evening had rescheduled. Now he had four employees on the ready, waiting for Jessica’s response. She’d said the sooner the better. Was tonight too soon?

  His computer chimed with an incoming message, and he jumped at the sight of her name on the screen.

  “Hi, Trevor. I can’t believe I’m doing this, but yes. Tonight will work.”

  “Yes!” He pumped his fist in the air, opened the attachments, and printed two copies of each. Then he arranged them into folders and stepped out of the office, meeting Jason in the hallway.

  “We have a new client tonight.” He handed a black folder to his assistant. “This one’s a friend of mine, so make sure the rest of the guys give her one hundred and ten percent.”

  Jason grinned and opened the folder. “This the friend from high school you told me about?”

  “She’s the one.” Although his statement could be interpreted many ways, Trevor left it hanging between them as he exited toward the elevator. He was going to read her file at home. In private. He had a good idea what kind of effect reading her comments would have on him.

  Still, he sneaked a glance as the elevator descended to the bottom floor.

  Question number five: What’s the maximum number of men you would like servicing you?

  Her answer: Eight.

  Eight? Maybe Jessica was kinkier than he thought.

  ***

  Jessica paced the living room as Chaz meowed his annoyance with her. She was really going through with it.

  Tonight.

  When she’d received Trevor’s email saying he’d had a cancellation, her heart dropped to her stomach. Fear and lustful anticipation battled to control her response. Lust had won, and she knew why.

  At first when he’d presented the idea as a business deal, disappointment clouded her thoughts. But after a little flirting, she knew he had to be interested in her. And that kiss had sealed the deal. She hadn’t felt that much passion on a man’s lips in...well, she couldn’t remember a time. Maybe, if she was lucky, she could get Trevor to join in the fun. He said he never serviced clients. But Jessica was more than a client, wasn’t she?

  The doorbell rang at five till six. They were early, but she was ready. How should she answer the door? Should she act seductive? Not that she actually had to seduce these men.

  How many would there be? What would the neighbors think about her leaving with an entourage of eight men?

  Eight. Why had she put that as the answer? What’s the maximum of number of men? How should she know an answer like that? She’d never been with more than one at a time. She could think of ways to keep three of them busy at once. Maybe four. But what would the other half do? The doorbell rang again.

  She took a deep breath, scratched Chaz on the head, and opened the door. A tall man with a muscular chest and huge biceps greeted her. His light brown hair was cropped short, and his deep chocolate eyes held an intoxicating mystery that drew her in. She stepped out of her apartment without realizing she’d moved.

  He introduced himself as Jason, and she blinked up at him. “Where is everyone else? Where’s Trevor?”

  He motioned for her to walk toward the exit. “They’re waiting at the rendezvous point.”

  “Rendezvous?” She giggled.

  “Ahem.” They stepped into the elevator, and Jason pushed the button for the bottom floor. “The safe word is chocolate-covered cherries, correct?”

  She cringed, embarrassed that she’d chosen a mouthful of a safe word. But it was the first thing that had popped into her head. “Umm. Yeah. I guess I should’ve made you tell me that upfront, huh? To make sure you weren’t a serial killer or something?”

  Jason chuckled. “It’ll be our little secret.”

  The elevator doors opened into the parking garage, and she followed him to a black Audi A6.

  “Is this a company car or your own?”

  He opened the back door, and she slid inside. “My job pays well,” he replied. He pulled a black silk scarf from his pocket and tied it over her eyes.

  She strained to see through the thin cloth, but all she saw was blackness. Pulling her hands together, he secured her wrists with another silky piece of fabric.

  “Why are you tying my hands? I promise I won’t run away.”

  “You indicated you liked being bound.”

  Her heart fluttered. This man had read her file. Of course he had. They probably all had. Embarrassment burned at her ears.

  “Where are we going?”

  Jason got in the front seat, and the engine purred to life. “I can’t tell you that.”

  “How many of you will there be?”

  “I can’t tell you that either.”

  She swallowed. Adrenaline pumped through her veins. “Jason, will you be...servicing me?”

  She heard him suck in a deep breath. “Maybe. M
aybe not. You’ll have to figure it out.”

  “C-can you tell me anything?”

  He laughed. “From this point forward, I can’t answer any more questions. It ruins the fun.”

  Chapter Six

  Trevor and the other three men sat in the small apartment above the office. In a stroke of luck, the small studio had been listed days before he began looking for a servicing room. He’d imagined he’d have to get a place across town, but the tiny apartment was perfect for their needs.

  He hadn’t bothered much with decorating the place; the female clients would be blindfolded the entire time. But he had hung a Van Gogh print on the wall and put a potted plant by the window, just in case.

  The recessed lighting had a dimmer switch, so they could create the perfect blindfolded ambience. Some light still passed through the silk scarves. A large wrought iron bed with a satin fitted sheet and three pillows stood in the middle of the room. No top sheets were necessary, but the pillows could be used for positioning and comfort. Fur-lined shackles hung from each of the bedposts, and various other props lined a table next to the bed.

  His men wouldn’t be using them all on Jessica. She didn’t indicate much interest in toys, though he hoped he could change her mind on that. Watching her play with a vibrator while she sucked his cock would be amazing.

  He had to stop the thought before it got too far. Tonight was about Jessica and her fantasies, and Trevor wasn’t one of them.

  Yet.

  The door opened, and Jason ushered her inside. Trevor’s heart pounded in his chest. Her long onyx hair flowed over her bare shoulders, contrasting deeply with her porcelain skin and white lace tank top. Black silk covered her eyes, making her pouty red lips stand out, begging to be kissed. He took a step toward her and stopped. Unfortunately, he wouldn’t be the one to kiss them tonight.

  “Are we here?”

  “We are,” Jason answered. “Are you ready?”

  “I guess so.”

  Trevor sucked in a sharp breath, took his seat, and watched the show.

  ***

  A pair of hands slid down Jessica’s arms as warm lips caressed her neck. It had to have been Jason; he was the only one she felt close to her so far. Jason was a hottie, and she wondered if all the others were equally good looking. Not likely. Trevor probably sent the most attractive one to pick up the clients. To be the face of Hill’s Escorts.

  She hadn’t heard from him yet. “Trevor?”

  “I’m here. Have fun, Jessica.” His voice was distant—probably from the other side of the room.

  She grinned. “You have fun, too.”

  He chuckled.

  The other men drew closer. Hands caressed her breasts and butt. Another set of lips trailed kisses up and down the other side of her neck. How many of them were there? Did it matter?

  Someone untied her hands and pulled her shirt over her head. Someone else unsnapped her bra, and yet another man pulled it off. Two men suckled at her breasts while two more kissed her back, her neck, her arms. Teeth gently grazed her nipples, tightening them into pink pearls and sending tingling sensations shooting to her womb.

  Just as her knees went weak, a man scooped her up and laid her on a satiny bed. The two returned to tease her breasts as another worked to unbutton her jeans. He pulled them off, then did the same with her panties.

  “Mmmm...” She moaned and stroked the heads of the two men at her breasts. Then someone took her wrist and shackled it to the bed. He did the same to the other. Her legs were left free, and she spread them wide as four hands massaged her thighs.

  She was going to have sex with four men. A smile stretched across her face; Trevor would watch it all happen.

  “Are you having fun so far?” Trevor’s voice sounded closer now. “What do you want, Jessica?” She could feel his breath against her skin. She wanted him. To have Trevor inside her while the others suckled and kissed her body. But she wouldn’t tell him that. He didn’t sleep with clients.

  Her clit throbbed. Her pussy ached with need. “Oh, god. I want someone to touch me. Fingers. Tongues. Dicks. I want to be fucked.”

  “You will.” Trevor had moved. He was across the room again. “But be patient.”

  How could she be patient when four men were touching her this way? One of the men pinched her nipple, rolling it between his fingers. She gasped as it sent a shock straight between her legs. He took her open mouth with his, tangling his tongue inside. She kissed him deeply. Lapping at the minty essence of the mystery man.

  Mouths moved over her body. Hands massaged her. A finger slipped into her pussy, and she moaned. Finally.

  A tongue lapped at her clit, sucking and working her in circles as two more fingers slid inside her. Moving in and out, the fingers twisted, caressing her inner walls as moisture slickened her path. The orgasm built in her core, but she wasn’t ready to experience it yet. Sheer ecstasy heightened every tingling nerve, a sensation too succulent to release.

  Another finger pushed against her ass, and she tensed. She’d never done anything anal. The safe word settled on the tip of her tongue, but she bit it back. Everything else they had done enraptured her. After sliding his finger into her pussy, the man spread her juices around the rim. Her anus loosened as he teased it, circling it, and applying gentle pressure. Finally, she relaxed and let him push his finger inside.

  To her surprise, shocking sensations shot from her ass to her pussy to her clit. Euphoria threatened to explode inside her as he pulled his finger back, leaving only the tip in her ass before pushing it in all the way. Her scream echoed as the orgasm ripped through her body, rocking her to her core. She jerked, her hips bucking wildly. But the men held on, pleasuring her more and more as she rode the wave of ecstasy.

  ***

  Trevor unzipped his slacks. He couldn’t ignore his throbbing cock as he watched Jessica climax. Her raspy moans and bucking hips made him wild with need. If only he was the one giving her that much pleasure.

  He reached in his boxers and stroked his dick—something he’d never done in front of a client. Not that Jessica knew what he was doing. What would she think if she did?

  Shifting in his chair to give himself better access to his member, he watched as her orgasm subsided and the men changed positions. Jason glanced up and gave him a knowing smile.

  Trevor smiled back and shook his head. He needed to fuck Jessica. Not tonight. But soon.

  ***

  Jessica felt two men move down to her pussy, lapping at her in turn until one slipped his tongue inside and the other worked her clit. She’d mentioned how much she enjoyed oral on the forms, but she was ready for something else. Her pussy ached with the need of something bigger than a finger.

  “Please fuck me. I need a dick inside me. Now.” The men obeyed. She pulled her legs up as someone positioned himself between her thighs. The tip of his manhood pressed against her. And with one swift thrust, he pushed his enormous cock into her pussy, filling her completely.

  “Oh, god. Yes.” He grunted as he pounded into her, obviously enjoying his job. The other men massaged and kissed her body, bringing every nerve to life. Every touch. Every breath against her skin made goose bumps rise. She’d died and gone to sex heaven.

  “Someone else,” she muttered. “Someone else.” A condom made a snapping sound going on, and as soon as the first man pulled out, the second slammed into her like his life depended on it. Although not as thick as the first, he was longer, reaching deeper inside with each thrust. He pushed her knees to her chest and angled his hips to force his cock to the right, and then to the left. Squeezing her muscles, she gripped his member as he pounded into her.

  She teetered on the brink of another orgasm. But she couldn’t come yet. Not until she’d had them all. “Another one. Please.”

  They seemed happy to oblige. But this time the guy fucking her didn’t pull out. He shifted his weight, rolling her onto her side and hiking her leg up over his hip. Another man moved in behind her, as he continued thru
sting.

  Jessica knew what was about to happen, but she couldn’t get comfortable enough to relax with her hands bound above her head. “My arms.” She could barely utter a raspy croak over the pleasure the men brought her.

  A second later, someone released the shackles, and she reached for the man in front of her. Muscles rippled down thick biceps, and she clutched his broad shoulders, adjusting her position to take more of him inside her.

  The man behind her grunted his approval as he pressed his dick against her ass. She willed herself to relax. Gently, he pushed in, moving in and out slowly until she took him all the way. Clinging to the man in front of her, she bit her bottom lip as the burning subsided to a pleasurable ache. The feeling of two men inside her at once, filling her sensitive passages, gave her pleasure beyond belief.

  They moved in unison, one in as the other pulled out. Their rhythm timed to perfection. Tingling buzzing sensations pulsed through her pelvis. Her head spun as her body reached a euphoria she never dreamed possible.

  She balanced on the edge of climax, giving in to the fuck and letting the men have her. Then suddenly, the guy fucking her pussy pulled out. “No! Don’t stop!” she cried.

  “Have to.” His raspy grunt clued her in. This guy was about to come. She heard the condom snap off, and hot cum splashed on her breasts.

  As the other guy relentlessly fucked her ass, another mounted her and slammed into her pussy, pushing her over the edge. Her body convulsed, her pussy and ass tightening around the cocks inside her. “Oh, my god! Trevor!”

  More cum splashed on her cheek. The guy in her ass pulled out and came on her thigh while the other kept pounding her pussy until her orgasm faded. Finally, he pulled out and came on her breasts.

  They collapsed on the bed around her. Draping limbs over limbs and heaving ragged breaths. “You’re a good fuck, Jessica,” one of them rasped.

  Chapter Seven

  Trevor sat on the edge of his bed, toying with his phone. Would Jessica be up at eight in the morning? He’d been out of bed since six, but he’d awakened earlier than that. Spending the entire night in fitful sleep, he’d drifted in and out of consciousness between dreams of the alluring brunette.